SYNTHESIS OF 3-AMINO-4-(THIENYL-2)FURAZAN

3-Amino-4-(thienyl-2)furazan (3) has been synthesized from 2-acetylthi ophene (4) by several routes. Nitrosation of 4, followed by oximation of the resulting oxime salt 5, gave a 6:1 mixture of the E,E and E,Z i somers of thienylglyoxime (1). Estimation of differences and analogies of these isomers' reactivity have been carried out. Oxidation and deh ydration of 1 gave furoxan 11 and furazan 2, respectively. Conversion of 2, 12, 13, and 11a, b into the target amine 3 by base-promoted reac tion with hydroxylamine has been reported. (C) 1997 John Wiley & Sons, Inc.